Q18 · CSIR NET Chemistry, December 2016
Paper: CSIR NET December 2016 · Subject: Organic Chemistry · Chapter: Reagents, Reaction Mechanisms & Named Reactions · Topic: Reagents, Reaction Mechanisms & Named Reactions – General · Marks: 2 · Difficulty: Medium
The correct statement for the reactants $mathrm{A}, mathrm{B}$ to give products $mathrm{C}, mathrm{D}$ is 
(A) 
(B) 
(C) 
(D)
(A) (B) (C) (D)(a)A gives C and B gives D
(b)A gives D and B gives C
(c)A and B gives identical amounts of C and D
(d)A and B give D
Answer
Answer: D ✓ checked by 4AB · confidence medium
Explanation
In both A and B the OMe oxygen displaces the sulfonate intramolecularly (anchimeric assistance), forming the same 2-methyl-1-methyltetrahydrofuranium ion. Water opens it at the unhindered CH₂, so both give D (d).
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